Constituents
of an Extract of <i>Cryptocarya
rubra</i> Housed in a Repository with Cytotoxic and Glucose Transport
Inhibitory Effects
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Abstract
A new alkylated chalcone (<b>1</b>), a new 1,16-hexadecanediol
diester (<b>2</b>), and eight known compounds were isolated
from a dichloromethane-soluble repository extract of the leaves and
twigs of <i>Cryptocarya rubra</i> collected in Hawaii. The
structures of the new compounds were determined by interpretation
of their spectroscopic data, and the absolute configurations of the
two known cryptocaryanone-type flavonoid dimers, (+)-bicaryanone A
(<b>3</b>) and (+)-chalcocaryanone C (<b>4</b>), were
ascertained by analysis of their electronic circular dichroism and
NOESY NMR spectra. All compounds isolated were evaluated against HT-29
human colon cancer cells, and, of these, (+)-cryptocaryone (<b>5</b>) was found to be potently cytotoxic toward this cancer cell
line, with an IC<sub>50</sub> value of 0.32 μM. This compound
also exhibited glucose transport inhibitory activity when tested in
a glucose uptake assay